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Advice: How do I get this guy to sleep with me?
So I met this guy about a month ago, and we dig each other. He's not looking for a relationship, and I'm not going to waste my energy trying to make him, so we're basically in the "friends with benefits" stage. The "benefits," however, only go so far. We've had several steamy makeout sessions in the car outside my house (with all the high school flashbacks included), but no sex. After one of these sessions, he told me he was having sex with someone else, and that it was a random, no-emotions arrangement. But we couldn't have sex because he felt guilty about having sex with two people at once. I should mention I'm polyamorous and do, in fact, sleep with more than one person. I would like him to be one of those people. My question is twofold: What the [bleep], is this dude stupid? And, I can't believe I'm saying this, how do I get this guy to sleep with me?--Benefit-less in Chicago
Anna Pulley, @annapulley
February 28, 2013